Synthesis of Some 2-(2'~Thienoyl)Coumaran-3-Ones**
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Chemistry Department, Bhagalpur University, Bhagalpur-812 007.
Manuscript received 4 February 1980, revised 30 June 1980, accepted July 26, 1980
Synthesis of 2-(2'-Thienoyl)coumaran-3-one and its 7-methyl, 5-methyl, 5-chioro, 7-methyl-5-bromo, 5-methyl-7-bromo derivatives from two routes have been described. In one, the corresponding 2-(2'-thienoyloxy) acetophenones have been brominated using CuBr2 to obtain high yields of the \(\omega\)-bromoacetophenones, which on Baker-Venkataraman (B.V) transformation afforded the cournaran-3-ones. In the other, the thienoyloxy acetophenones have been first converted to the related 1:3 diketones by B. V. rearrangement. These ketones have then been converted to the conmaran-3-ones by careful bromination and cyclization.
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